CN1898332A - Cross-linkable products based on organosilicon compounds - Google Patents
Cross-linkable products based on organosilicon compounds Download PDFInfo
- Publication number
- CN1898332A CN1898332A CNA2004800384519A CN200480038451A CN1898332A CN 1898332 A CN1898332 A CN 1898332A CN A2004800384519 A CNA2004800384519 A CN A2004800384519A CN 200480038451 A CN200480038451 A CN 200480038451A CN 1898332 A CN1898332 A CN 1898332A
- Authority
- CN
- China
- Prior art keywords
- silicoorganic compound
- choose wantonly
- group
- formula
- linkable composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000003961 organosilicon compounds Chemical class 0.000 title abstract 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 65
- -1 oximido Chemical group 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 claims description 14
- 239000000945 filler Substances 0.000 claims description 12
- 238000009833 condensation Methods 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 8
- 239000002318 adhesion promoter Substances 0.000 claims description 7
- 239000004902 Softening Agent Substances 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 230000000996 additive effect Effects 0.000 claims description 6
- 125000001118 alkylidene group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004423 acyloxy group Chemical group 0.000 claims description 2
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 230000002599 biostatic effect Effects 0.000 abstract description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 description 26
- 229910052799 carbon Inorganic materials 0.000 description 16
- 229920001296 polysiloxane Polymers 0.000 description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
- 238000003860 storage Methods 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- 150000001721 carbon Chemical group 0.000 description 12
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
- 239000000413 hydrolysate Substances 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910000077 silane Inorganic materials 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- 235000012239 silicon dioxide Nutrition 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 229960001866 silicon dioxide Drugs 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 4
- 230000003115 biocidal effect Effects 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- KXJLGCBCRCSXQF-UHFFFAOYSA-N [diacetyloxy(ethyl)silyl] acetate Chemical compound CC(=O)O[Si](CC)(OC(C)=O)OC(C)=O KXJLGCBCRCSXQF-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- 230000008021 deposition Effects 0.000 description 3
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000197 pyrolysis Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- HOPKHJSQWOIIQO-UHFFFAOYSA-N C[SiH2]C.[O] Chemical compound C[SiH2]C.[O] HOPKHJSQWOIIQO-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 108010009736 Protein Hydrolysates Proteins 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 2
- UOBRDZDWGZDBST-UHFFFAOYSA-N dibutyltin;oxalic acid Chemical compound OC(=O)C(O)=O.CCCC[Sn]CCCC UOBRDZDWGZDBST-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 235000012204 lemonade/lime carbonate Nutrition 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 2
- 238000000386 microscopy Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229940031815 mycocide Drugs 0.000 description 2
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000012188 paraffin wax Chemical group 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910010271 silicon carbide Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- SELUFQBSYXBQEB-UHFFFAOYSA-N 10H-phenoxarsinine Chemical compound C1=CC=C2OC3=CC=CC=C3[AsH]C2=C1 SELUFQBSYXBQEB-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- MATNVOCQJRAYPF-UHFFFAOYSA-N 2-(diiodomethyl)-1-[2-(diiodomethyl)-4-methylphenyl]sulfonyl-4-methylbenzene Chemical compound IC(I)C1=CC(C)=CC=C1S(=O)(=O)C1=CC=C(C)C=C1C(I)I MATNVOCQJRAYPF-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- YBMVKDUTYAGKEW-WHYMJUELSA-N 4-[(1z,3z)-4-(4-hydroxyphenyl)-2,3-diisocyanobuta-1,3-dienyl]phenol Chemical group C1=CC(O)=CC=C1\C=C(/[N+]#[C-])\C(\[N+]#[C-])=C\C1=CC=C(O)C=C1 YBMVKDUTYAGKEW-WHYMJUELSA-N 0.000 description 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- GTJVPLGQFHDOAC-UHFFFAOYSA-N C(C(=O)O)(=O)O.C(CCCCCCC)[Sn]CCCCCCCC Chemical compound C(C(=O)O)(=O)O.C(CCCCCCC)[Sn]CCCCCCCC GTJVPLGQFHDOAC-UHFFFAOYSA-N 0.000 description 1
- FZGMTISPQVSXOL-UHFFFAOYSA-N C1(CCCCC1)C(CO[Si](OCC)(OCC)C)N Chemical compound C1(CCCCC1)C(CO[Si](OCC)(OCC)C)N FZGMTISPQVSXOL-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 241001515917 Chaetomium globosum Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000370738 Chlorion Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241001269238 Data Species 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000896533 Gliocladium Species 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000005839 Tebuconazole Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229930187731 Xanthocillin Natural products 0.000 description 1
- QFHMNFAUXJAINK-UHFFFAOYSA-N [1-(carbamoylamino)-2-methylpropyl]urea Chemical group NC(=O)NC(C(C)C)NC(N)=O QFHMNFAUXJAINK-UHFFFAOYSA-N 0.000 description 1
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical class CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 description 1
- TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000004646 arylidenes Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- ZZHNUBIHHLQNHX-UHFFFAOYSA-N butoxysilane Chemical class CCCCO[SiH3] ZZHNUBIHHLQNHX-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 description 1
- 239000006013 carbendazim Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910001412 inorganic anion Inorganic materials 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 1
- 229940006461 iodide ion Drugs 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 125000005358 mercaptoalkyl group Chemical group 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000206 moulding compound Substances 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940038384 octadecane Drugs 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NJGCRMAPOWGWMW-UHFFFAOYSA-N octylphosphonic acid Chemical class CCCCCCCCP(O)(O)=O NJGCRMAPOWGWMW-UHFFFAOYSA-N 0.000 description 1
- 150000002891 organic anions Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000013308 plastic optical fiber Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000009156 water cure Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/452—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/34—Filling pastes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/66—Substances characterised by their function in the composition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
Abstract
The invention relates to cross-linkable products based on organosilicon compounds and exhibiting biostatic properties and to a method for the production and use thereof, wherein the inventive cross-linkable products contain organosilicon compounds of quaternary ammonium groups.
Description
Technical field
The present invention relates to silicoorganic compound be main component have Biostatic can cross-linkable composition, its manufacture method and uses thereof.
Background technology
The one-part sealant compositions of meeting the water cure elastomer-forming under storable room temperature under the no aqueous condition is known.For example in building industry, use these products in a large number.Particularly in having the environment of high air humidity, for example in bathroom, kitchen and torrid areas, grow organism easily on the surface of sealing agent composition, as fungi and algae.For preventing this type of situation, add the biocide that stops microorganism growth at present in the sealing agent composition usually, as mycocide.The example that is used for the mycocide of sealing agent composition is: carboxylamine tolimidazole-2-base ester (derosal, Carbendazim), 10,10 '-oxygen base Shuan phenoxarsine, 2-(4-thiazolyl) benzoglyoxaline, N-octyl group-4-isothiazoline-3-ketone, 4,5-two chloro-2-n-octyls-4-isothiazoline-3-ketone, diiodomethyl-p-methylphenyl sulfone (Amical, for example consult EP 34 877 A), the triazolyl compound, for example with contain silver zeolite bonded tebuconazole (for example consulting EP 931 811 A and EP 640661 A) and S, S-Bendioxide thiophthene-2-cyclohexyl carboxylic acid amides.But these active substances have some shortcoming, for example contain toxic heavy metal, and some sealing material preparation has chemical instability, or have the variable color tendency.Other shortcomings of this biocide are: it must have certain water-soluble so that it has activity.So the active time of this type of biocide is very short.In addition, these materials enter in the waste water lentamente fully.
Summary of the invention
The present invention relates to silicoorganic compound is the cross-linkable composition of main component, it is characterized in that, it contains the silicoorganic compound with quaternary ammonium group.
This cross-linkable composition is preferably can be by the crosslinked composition of condensation reaction.
In category of the present invention, the optional hydrolysing step that also comprises in advance of term " condensation reaction ".
Composition according to the present invention especially preferably contains:
(A) but have the silicoorganic compound of at least two condensation groups,
(B) have the unitary silicoorganic compound of at least one following formula
-SiR
2 2-R
4-N
+R
3 2-R
4-SiR
2 2-·X
- (II),
Wherein
R
2Can be identical or different, and have the definition of following R,
R
3Can be identical or different, and represent the optional univalence hydrocarbyl that is substituted, or can be the integral part of the alkylidene group of bridging,
X
-Represent the organic or inorganic negatively charged ion,
R
4Representative optional that be substituted, can be by heteroatoms two valency alkyl at interval, and
Choose wantonly
(C) linking agent.
In category of the present invention, term " but condensation " group is interpreted as the optional group that also comprises hydrolysing step in advance.
But the condensation group that the silicoorganic compound of used participation crosslinking reaction can have can be group arbitrarily, as hydroxyl, acetoxyl group, oximate base (Oximato) and organic radical oxygen base, especially alkoxyl group, as oxyethyl group, alkoxyl group oxyethyl group and methoxyl group.
The used silicoorganic compound (B) of the present invention can be any silicoorganic compound with at least one formula (II) group, this compound is: pure siloxane, it is ≡ Si-O-Si ≡ structure, and silicon-carbon alkane (Silcarbane), it is ≡ Si-R '-Si ≡ structure, wherein R ' representative is optional is substituted or by heteroatoms two valency alkyl at interval, or has the multipolymer of any organosilicon radical.
The silicoorganic compound (A) that the present invention is used but can be all silicoorganic compound with at least two condensation groups, it is used at present by in the condensation reaction compositions crosslinkable.These silicoorganic compound can be pure siloxane, i.e. ≡ Si-O-Si ≡ structure, and silicon-carbon alkane, i.e. ≡ Si-R " Si ≡ structure, wherein R " representative is optional is substituted or by heteroatoms two valency alkyl at interval, or have the multipolymer of any organosilicon radical.
The used silicoorganic compound (A) of the present invention preferably contain the following formula unit
R
a(OR
1)
bY
cSiO
(4-a-b-c)/2 (I),
Wherein
R can be identical or different, and representative optional is substituted, can be by Sauerstoffatom alkyl at interval,
R
1Can be identical or different, and represent hydrogen atom or optional be substituted, can be by Sauerstoffatom univalence hydrocarbyl at interval,
Y can be identical or different, and represent halogen atom or intend amino, amide group, oximido, aminooxy and the acyloxy of halogen, SiN bond,
A is 0,1,2 or 3, more preferably 1 or 2,
B is 0,1,2 or 3, more preferably 0,1 or 2, be preferably 0 especially, and
C is 0,1,2 or 3, more preferably 0 or 1, be preferably 0 especially,
Its condition is: a+b+c's and be less than or equal to 4, but and each molecule contain the group (OR of at least two condensations
1).
A+b+c and preferably be less than or equal to 3.
Radicals R is preferably the univalence hydrocarbyl with 1 to 18 carbon atom, it is optional by halogen atom, amino, ether, ester group, epoxy group(ing), sulfydryl, cyano group or the replacement of (gathering) glycol-based, wherein the latter is made up of oxygen base ethylidene and/or oxygen base propylidene unit, more preferably have the alkyl of 1 to 12 carbon atom, be preferably methyl especially.But radicals R also can be two interconnective two valency groups of silyl.
The example of radicals R is: alkyl, as methyl, ethyl, n-propyl, sec.-propyl, 1-normal-butyl, 2-normal-butyl, isobutyl-, the tertiary butyl, n-pentyl, isopentyl, neo-pentyl, tert-pentyl; Hexyl is as n-hexyl; Heptyl is as n-heptyl; Octyl group, as n-octyl and iso-octyl, as 2,2, the 4-tri-methyl-amyl; Nonyl is as n-nonyl; Decyl is as positive decyl; Dodecyl is as dodecyl; Octadecyl, as the Octadecane base: cycloalkyl, as cyclopentyl, cyclohexyl, suberyl and methylcyclohexyl; Thiazolinyl is as vinyl, 1-propenyl and 2-propenyl; Aryl is as phenyl, naphthyl, anthryl and phenanthryl; Alkaryl, as adjacent-,-, p-methylphenyl, xylyl and ethylbenzene base; And aralkyl, as phenmethyl, α-and β-styroyl.
The example of the radicals R that is substituted is: methoxy ethyl, ethoxyethyl group and ethoxy ethoxy ethyl.
The example of two valency radicals R is: poly-isobutylidene two bases and the auspicious polypropylene glycol base of propane two base envelopes.
Radicals R
1Example identical with the monoradical of R.
Radicals R
1Be preferably hydrogen atom or have the alkyl of 1 to 12 carbon atom, more preferably hydrogen atom, methyl or ethyl are preferably hydrogen atom especially.
The example of group Y is: acetoxyl group, dimethylamino, cyclohexyl amino and methyl ethyl ketone oximido wherein are preferably acetoxyl group.
The used silicoorganic compound (A) of the present invention preferably have following formula
(OR
1)
3-fR
fSi-(SiR
2-O)
e-SiR
f(OR
1)
3-f (IV),
Wherein
R and R
1Have definition same as described above,
E is 30 to 3000,
F is 1 or 2.
If R
1Be defined as hydrogen atom, then f is preferably 2; If R
1Definition and non-hydrogen atom, then f equals 1.
The example of silicoorganic compound (A) is:
(MEO)
2MeSiO[SiMe
2O]
200-2000SiMe(OMe)
2、
(HO)Me
2SiO[SiMe
2O]
200-2000SiMe
2(OH)、
(EtO)
2MeSiO[SiMe
2O]
200-2000SiMe(OEt)
2、
(HO)MeViSiO[SiMe
2O]
200-2000SiMeVi(OH)、
(MeO)
2ViSiO[SiMe
2O]
200-2000SiVi (OMe)
2, and
(EtO)
2ViSiO[SiMe
2O]
200-2000SiVi(OEt)
2,
Me represent methylidene wherein, Et represents ethyl, and Vi represents vinyl.
The used viscosity of silicoorganic compound (A) under 25 ℃ of the present invention is preferably 100 to 10
6The milli pascal second is preferably 10 especially
3To 350,000 milli pascal seconds.
Silicoorganic compound (A) are commercially available products, or can make according to method commonly used in the chemistry of silicones.
Radicals R
2Example identical with the unit price example of radicals R.
Radicals R
2Be preferably alkyl with 1 to 18 carbon atom, it is optional by halogen atom, amino, ether, ester group, epoxy group(ing), sulfydryl, cyano group or the replacement of (gathering) glycol-based, wherein the latter is made up of oxygen base ethylidene and/or oxygen base propylidene unit, more preferably have the alkyl of 1 to 12 carbon atom, be preferably methyl especially.
Radicals R
3Example be the unit price example of radicals R, and have 1 to 30 carbon atom, the optional two valency alkyl that are substituted.
Radicals R
3Be preferably alkyl, be preferably alkyl especially with 1 to 6 carbon atom with 1 to 8 carbon atom, and phenmethyl.But radicals R
3Also can be deutero-two valency groups thus, thus two radicals R for example
3Form ring with nitrogen-atoms.
Negatively charged ion X
-Example be organic anion, as carboxylic acid ion, enolate ion and sulfonate ion, and inorganic anion, as the halogen ion, as fluorion, chlorion, bromide anion and iodide ion, and sulfate ion.
Negatively charged ion X
-Be preferably carboxylic acid ion and halogen ion, be preferably chloride ion and acetic ester ion especially.
Radicals R
4Example be can be by one or more Sauerstoffatom interval, saturated or undersaturated straight chain, ring-type or branching type alkyl, as all alkylidene groups, arylidene,
-(CH
2)
3OCH
2-CH (OH)-CH
2-and-(CH
2)
3OCH
2-CH[-CH
2(OH)]-, Me represent methylidene wherein.
Radicals R
4Being preferably alkylidene group reaches-(CH
2)
3OCH
2-CH (OH)-CH
2-and-(CH
2)
3OCH
2-CH[-CH
2(OH)]-, be preferably especially-(CH
2)
3OCH
2-CH (OH)-CH
2-and-(CH
2)
3OCH
2-CH[-CH
2(OH)]-.
The used silicoorganic compound (B) of the present invention preferably have following formula
D
1-(R
4SiR
2 2)
h-[(OSiR
2 2)
d-R
4-N
+R
3 2-R
4-SiR
2 2]
n-D
2·nX
- (III),
Wherein
D
1Represent hydrogen atom, hydroxyl or halide based ,-NR
* 2Base or unit price organic group, wherein R
*Can be identical or different, and represent hydrogen atom or the optional univalence hydrocarbyl that is substituted ,-NR
* 2Base also can be ammonium salt, and
D
2Represent Shi-(OSiR
2 2)
g-R
4 k-D
1Group, R wherein
2, R
3, D
1, X
-And R
4Has above-mentioned definition, two group D in the polymer molecule of each formula (III)
1Can be identical or different, and
D is 1 to 200 integer,
H is 0 or 1,
K is 0 or 1,
G is 0 to 1000 number, and
N is 1 to 50 integer.
Halide based D
1Example be-Cl and-Br, and-NR
* 2The example of base is-N (CH
3)
2Base.
The used silicoorganic compound (B) of the present invention are preferably the polymkeric substance of formula (III), wherein R
4Representative has the alkylidene group of at least 4 carbon atoms and at least one hydroxyl ,-(CH
2)
3OCH
2-CH (OH)-CH
2-and-(CH
2)
3OCH
2-CH[-CH
2(OH)]-, be preferably especially-(CH
2)
3OCH
2-CH (OH)-CH
2-and-(CH
2)
3OCH
2-CH[-CH
2(OH)]-.
The example of the silicoorganic compound (B) that the present invention is used is:
D
1[OSi(CH
3)
2-(CH
2)
3OCH
2CH(OH)CH
2-N
+(CH
3)
2-CH
2CH(OH)CH
2O(CH
2)
3-Si(CH
3)
2]
n-D
2·nCl
-
D wherein
1Represent H, D
2Represent OH, reach n and be about 20,
N=about 20
D
1[OSi(CH
3)
2-(CH
2)
3OCH
2CH(OH)CH
2-N
+(CH
3)
2-CH
2CH(OH)CH
2O(CH
2)
3-Si(CH
3)
2]
n-D
2·nCl
-
D wherein
1Represent H, D
2Represent OSi (CH
3)
2-(CH
2)
3OCH
2CH (OH) CH
2N (CH
3)
2, reach n and be about 20,
N=about 20
D
1[(OSi(CH
3)
2)
d-(CH
2)
3OCH
2CH(OH)CH
2-N
+(CH
3)
2-CH
2CH(OH)CH
2O(CH
2)
3-Si(CH
3)
2]
n-D
2·nCl
-
D wherein
1Represent H, D
2Representative-(OSi (CH
3)
2)
g-CH
2)
3OCH
2CH (OH) CH
2N (CH
3)
2, reach n and be about 20, d=g=5 to 10 or d=g=30 to 60,
N=is about 20, d=5-10 or d=30-60
D
1-CH
2CH(OH)CH
2O(CH
2)
3Si(CH
3)
2-[OSi(CH
3)
2-(CH
2)
3OCH
2CH(OH)CH-N
+(CH
3)
2-CH
2CH(OH)CH
2O(CH
2)
3-Si(CH
3)
2]
n-D
2·nCl
-
D wherein
1Represent Cl, D
2Representative-OSi (CH
3)
2(CH
2)
3OCH
2CH (OH) CH
2-N (CH
3)
2, reach n and be about 20,
N=about 20
D
1-CH
2CH(OH)CH
2O(CH
2)
3Si(CH
3)
2-[(OSi(CH
3)
2)
d-(CH
2)
3OCH
2CH(OH)CH-N
+(CH
3)
2-CH
2CH(OH)CH
2O(CH
2)
3-Si(CH
3)
2]
n-D
2·nCl
-
D wherein
1Representative (CH
3)
2N-, D
2Representative-(OSi (CH
3)
2)
g(CH
2)
3OCH
2CH (OH) CH
2-N (CH
3)
2, n is about 20, and d=g=5 to 10 or d=g=30 to 60,
N=is about 20, d=5-10 or d=30-60
N=about 20
N=is about 20, d=5-10 or d=30-60
N=about 20
N=is about 20, d=5-10 or d=30-60
Wherein Cl-reaches-N (CH
3)
2Substituting group can occupy on cyclohexyl independently of each other with respect to-CH
2CH
2The 4-position of-Ji and 3-position, the data of coefficient n and d are interpreted as having the mean value of the polymer compound of very wide molar mass distribution.
The used viscosity of silicoorganic compound (B) under 25 ℃ of the present invention is preferably 10
4To 10
8The milli pascal second is preferably 10 especially
5To 5 * 10
7The milli pascal second.
The used silicoorganic compound (B) of the present invention are commercially available products, or can make according to known method, for example silane by making corresponding epoxy functional and/or siloxanes and dialkyl ammonium reactant salt such as dimethylammonium chloride, or by corresponding aminocompound and haloalkyl are reacted.
Can be any present known linking agent according to the optional linking agent (C) that uses in the composition of the present invention, but it has the group of at least 3 condensations, as have the silane or the siloxanes of at least 3 organic radical oxygen bases.
Be preferably the silicoorganic compound of following formula according to the optional linking agent (C) that uses in the composition of the present invention
(R
6O)
kZ
lSiR
5 (4-k-l) (V),
Wherein
R
5Can be identical or different, and representative optional is substituted, can be by Sauerstoffatom univalence hydrocarbyl at interval,
R
6Can be identical or different, and have described R
1Identical definition,
Z can be identical or different, and have the definition identical with described Y,
K is 0,1,2,3 or 4, is preferably 2 or 3, more preferably 3, and
L is 0,1,2,3 or 4, is preferably 0 or 3, more preferably 0,
Its condition is: k+l and equal 3 or 4,
And partial hydrolysate.
This partial hydrolysate can be part with first hydrolysate, i.e. the partial hydrolysate of the silicoorganic compound of formula V, and part cohydrolysis product, the i.e. partial hydrolysate of at least two kinds of different logical formula V silicoorganic compound.
If according to the optional linking agent (C) that uses in the composition of the present invention is the partial hydrolysate of the silicoorganic compound of formula V, then preferably have maximum 6 Siliciumatoms.
Radicals R
6Example and above-mentioned radicals R
1Example identical.Radicals R
6Be preferably hydrogen atom and alkyl, more preferably hydrogen atom and have the alkyl of 1 to 4 carbon atom is preferably hydrogen atom, methyl and ethyl especially.
Radicals R
5Example identical with the unit price example of above-mentioned radicals R, be preferably alkyl with 1 to 12 carbon atom, be preferably methyl and vinyl especially.
The example of Z is identical with the example of described Y, is preferably acetoxyl group and methyl ethyl ketone oximido.
Be preferably especially according to the optional linking agent (C) that uses in the composition of the present invention: tetramethoxy-silicane, tetraethoxysilane, tetrapropoxysilane, four butoxy silanes, methyltrimethoxy silane, Union carbide A-162, vinyltrimethoxy silane, vinyltriethoxysilane, phenyltrimethoxysila,e, phenyl triethoxysilane, 3-cyano group propyl trimethoxy silicane, 3-cyano group propyl-triethoxysilicane, 2-(glycidyl oxygen base) propyl-triethoxysilicane, 1, two (trimethoxysilyl) ethane of 2-, 1, two (triethoxysilyl) ethane of 2-, the 3-TSL 8330,3-(2-amino-ethyl) TSL 8330,3-(2-amino-ethyl) aminopropyl methyl dimethoxysilane, cyclohexyl amino methyl triethoxyl silane, methyl triacetoxysilane, the ethyl triacetoxysilane, methyl three (methyl ethyl ketone oximido) silane, vinyl three (methyl ethyl ketone oximido) silane, and the partial hydrolysate of described silicoorganic compound, as six oxyethyl group sily oxide.
According to the optional linking agent (C) that uses in the composition of the present invention is commercially available product, or can make according to method commonly used in the chemistry of silicones.
If composition of the present invention contains linking agent (C), all the organopolysiloxane (A) with 100 weight parts is a benchmark, and its content is preferably 0.01 to 20 weight part, and more preferably 0.5 to 10 weight part is preferably 1.0 to 5.0 weight parts especially.
Except that mentioned component (A), (B) reach (C), now can contain the every other material that is used at present by in the condensation reaction compositions crosslinkable, as catalyzer (D), softening agent (E), filler (F), adhesion promoter (G) and additive (H) according to composition of the present invention.
The example of catalyzer (D) is disclosed at present titanium compound and organo-tin compound, as di-n-butyltin dilaurate and oxalic acid di-n-butyl tin, oxidation di-n-butyl tin, oxalic acid dioctyl tin, two lauric acid dioctyl tins, di-n-octyltin oxide and these compounds and reaction product such as the organoalkoxysilane of tetraethoxysilane, wherein be preferably oxalic acid di-n-butyl tin and dibutyltin oxide in the tetraethyl orthosilicate hydrolysate, be preferably the oxidation di-n-butyl tin in the tetraethyl orthosilicate hydrolysate especially.
If composition according to the present invention contains catalyzer (D), all the composition (A) with 100 weight parts is a benchmark, and its content is preferably 0.01 to 3 weight part, more preferably 0.05 to 2 weight part.
The example of softening agent (E) is: at room temperature be in a liquid state, by the end capped dimethyl polysiloxane of trimethylsiloxy, its viscosity under 25 ℃ is preferably 50 to 1000 milli pascal seconds, and high-boiling hydrocarbons, as paraffin oil or the mineral oil of forming by cycloalkanes unit and paraffin unit.
All the organopolysiloxane (A) with 100 weight parts is a benchmark, is preferably 0 to 300 weight part according to the content of softening agent (E) in the composition of the present invention, and more preferably 10 to 200 weight parts are preferably 20 to 100 weight parts especially.
The example of filler (F) is: non-enhanced filler, it is the filler that the BET specific surface area is up to 50 meters squared per gram, as quartz, diatomite, Calucium Silicate powder, zirconium silicate, zeolite, metal oxide powder, as aluminum oxide, titanium oxide, ferric oxide or zinc oxide, or its mixed oxide, barium sulfate, lime carbonate, gypsum, silicon nitride, silicon carbide, boron nitride, glass powder and synthetic resin moulding compound, as the polyacrylonitrile powder; Enhancing property filler, promptly the BET specific surface area surpasses the filler of 50 meters squared per gram, as pyrolytic silicon dioxide, deposition of silica, deposition chalk, carbon black, as furnace black and acetylene black, and the silica-alumina mixed oxide with big BET specific surface area; Bat wool is as asbestos and plastic optical fibre.Described filler is hydrophobization in addition, for example by being handled with organosilane or organo-siloxane or with stearic acid, or generates alkoxyl group by the etherification of hydroxyl.If use filler (F), then be preferably the lime carbonate of wetting ability pyrolytic silicon dioxide and deposition or grinding.
Be benchmark with 100 weight part organopolysiloxanes (A) all, be preferably 0 to 300 weight part according to filler (F) content in the composition of the present invention, more preferably 1 to 200 weight part is preferably 5 to 200 weight parts especially.
Example according to the adhesion promoter that uses in the composition of the present invention (G) is: silane and have the organopolysiloxane of functional group, it for example has glycidoxy propyl group or methacryloxypropyl, and tetraalkoxysilane.But, then can not add adhesion promoter if other compositions as siloxanes (A) or linking agent (C), have described functional group.
All the organopolysiloxane (A) with 100 weight parts is a benchmark, is preferably 0 to 50 weight part according to the content of adhesion promoter (G) in the composition of the present invention, and more preferably 1 to 20 weight part is preferably 1 to 10 weight part especially.
The example of additive (H) is: pigment, dyestuff, flavouring agent, oxygenizement inhibitor; Influence the reagent of electric property, as graphitized carbon black; Fire retardant, photostabilizer and the agent of skinning time lengthening, as have the silane of SiC bond mercaptoalkyl; Whipping agent is as Cellmic C 121; Thermo-stabilizer and rheological agent, as phosphoric acid ester, and organic solvent, as alkylaromatic hydrocarbon.
All the organopolysiloxane (A) with 100 weight parts is a benchmark, is preferably 0 to 100 weight part according to the content of additive (H) in the composition of the present invention, and more preferably 0 to 30 weight part is preferably 0 to 10 weight part especially.
Especially preferably be grouped into according to composition of the present invention by following one-tenth
(A) contain the unitary silicoorganic compound of formula (I),
(B) have the unitary silicoorganic compound of at least one formula (II),
Choose wantonly
(C) linking agent of formula V,
Choose wantonly
(D) catalyzer,
Choose wantonly
(E) softening agent,
Choose wantonly
(F) filler,
Choose wantonly
(G) adhesion promoter, and
Choose wantonly
(H) additive.
For making, can mix all compositions in any order according to composition of the present invention.This hybrid working can be implemented in room temperature and environment atmospheric pressure, under promptly about 900 to 1,100 hundred pascals' the pressure.If need, this hybrid working also can be implemented under higher temperature, as 35 ℃ to 135 ℃.
Single composition according to composition of the present invention can be a kind of composition, also can be at least two kinds of mixture of ingredients.
For making composition according to the present invention crosslinked, common water-content is enough in the air.Preferably at room temperature implement crosslinked according to composition of the present invention.If need, also can implement crosslinkedly under the temperature of room temperature being higher or lower than, as-5 to 15 ℃ or 30 to 50 ℃, and/or utilize the water concentration that surpasses air normal water content to implement.
Preferably enforcement is crosslinked under 100 to 1,100 hundred pascals' pressure, more preferably implements crosslinked under environment atmospheric pressure.
The invention still further relates to by making and implement the crosslinked formed body that makes according to composition of the present invention.
For can under anhydrous situation, storing, at room temperature meet all application targets that the water crosslinkable generates elastomer compositions, all can use according to composition of the present invention.
Therefore; the sealing compositions that for example is suitable for being used as seam according to composition of the present invention highlightedly; comprise vertical joint; and the internal diameter of buildings, car, ship and aircraft is 10 to 40 millimeters similar hole, or as tackiness agent or glue composition, for example window structure; or be used to make supercoat; comprise the often surface of exposing to the open air of effect of fresh water or seawater, or the on-slip coating, or caoutchouc elasticity formed body and be used for electricity or the insulation of electronic installation.
Advantage according to composition of the present invention is: manufacturing and experience still have biocidal effect for a long time easily.
In addition, be: handle uncured composition and the variable color situation of solidified formed body is very little by the thing of killing livestock according to the advantage of composition of the present invention.
Advantage according to cross-linkable composition of the present invention is: storage stability is very high and cross-linked speed is high.
Embodiment
All viscosity datas among the following embodiment all are based on 25 ℃ temperature.Except as otherwise noted, the following example is all under environment atmospheric pressure, under promptly about 1,000 hundred pascals, and at room temperature, under promptly about 23 ℃, or under the temperature that extra heating or cooling are at room temperature produced combinations of reactants together, and relative humidity is about under 50% the situation and is implemented.Except as otherwise noted, the data of all umbers and per-cent all are based on weight.
Embodiment 1
The manufacturing of poly-season polysiloxane (polyquartern ren Polysiloxans):
286.4 gram dimethylammonium chloride are dissolved in 1000 ml waters, add 1200 grams 1, two (the 3-glycidoxy propyl group)-1,1,3 of 3-, the 3-tetramethyl disiloxane, and under intensively stirred situation, this mixture is refluxed.Stirred this reaction mixture 2 hours down at 105 to 110 ℃, wherein this batch reaction thing becomes clarifying yellow by colourless muddiness.Under 120 ℃, in vacuum, remove solvent.Reaction product is that viscosity is about 16 * 10
6The luteotestaceous high viscosity oily thing of milli pascal second.
1The H-NMR spectrum analysis shows to have formed on average have 18 to 20 poly-season polysiloxane corresponding to the repeating unit of following formula.
In planetary-type mixer, under anhydrous condition, 1400 grams are had-OSi (OCH with vacuum apparatus
3)
2(CH
3) end group, viscosity be that the polydimethylsiloxane and 600 of 80,000 milli pascal seconds restrains and has-OSi (CH
3)
3End group and viscosity are that the 3-TSL 8330 of polydimethylsiloxane, 12 grams of 100 milli pascal seconds poly-season polysiloxane, 100 gram methyltrimethoxy silanes, 2.5 gram octyl phosphonic acids and 18 grams made are as mentioned above mixed.Sneaking into 200 gram specific surface areas subsequently is the pyrolysis wetting ability silicon-dioxide of 150 meters squared per gram.Make this mixture homogenizing and discharge after the contained air, sneak into 10 gram tin catalysts again, it is the reaction product of 4 parts of tetraethoxysilanes and 2.2 parts of dibutyltin diacetates.In vacuum further after the homogenizing, this mixture is sent in the container of saturating moisture not.
The composition extension that will so make on the polyethylene base material becomes the sample of 2 mm thick, and stores 14 days down 50% relative humidity and 23 ℃.
Make sample from the vulcanized rubber sheet that makes thus, and as described in this standard, tested according to method B according to DIN EN ISO 846.
The gained result is as shown in table 1.
For measuring storage stability, in the container of air proof moisture, under 100 ℃ with sample storage 3 days.The equal no change of the curing characteristics of sample and outward appearance, this shows the characteristic that it has outstanding storage stability and prevents flavescence.
Embodiment 2
In vacuum, in planetary-type mixer, be the α of 80,000 milli pascal seconds with 1400 gram viscosity, alpha, omega-dihydroxy polydimethyl siloxane, 12 grams have-OSi (CH as poly-season polysiloxane, 300 grams of manufacturing as described in the embodiment 1
3)
3End group and viscosity are that polydimethylsiloxane, the 300 gram dynamic viscosities of 100 milli pascal seconds are that 6.2 square millimeters/second (under 40 ℃), viscosity density constant (VDK) are 0.79, boiling range is that hydrocarbon mixture, 90 gram ethyl triacetoxysilanes and the 190 gram specific surface areas of 300 ℃ to 370 ℃ (carbon distribution is: 62% paraffin carbon atom, 38% naphthenic carbon atom and 0.03% aromatic carbon atom) are the pyrolysis wetting ability silicon-dioxide uniform mixing in addition of 150 meters squared per gram.Add 0.5 gram dibutyltin diacetate then, implemented homogenizing again 5 minutes.
Make 1 described sample from the composition that makes thus, and tested according to DIN ENISO 846 as embodiment.The gained result is as shown in table 1.
For measuring storage stability, in the container of air proof moisture, under 100 ℃ with sample storage 3 days.The equal no change of the curing characteristics of sample and outward appearance, this shows the characteristic that it has outstanding storage stability and prevents flavescence.
Embodiment 3
Repeat the program described in the embodiment 1, difference is that the usage quantity of gathering the season polysiloxane is double.
Make 1 described sample from the composition that makes thus, and tested according to DIN ENISO 846 as embodiment.The gained result is as shown in table 1.
For measuring storage stability, in the container of air proof moisture, under 100 ℃ with sample storage 3 days.The equal no change of the curing characteristics of sample and outward appearance, this shows the characteristic that it has outstanding storage stability and prevents flavescence.
Embodiment 4
233 gram dimethylammonium chloride are dissolved in 1700 ml waters.To form by (3-glycidoxy propyl group) dimethylsilane oxygen base unit and dimethylsilane oxygen base unit, on average to have 8 Siliciumatoms and epoxy group content be that polysiloxane 2238 gram of 2.4 mmole/grams adds these solution, and under intensively stirred situation, this mixture is refluxed.Stirred this reaction mixture 6 hours down at 105 to 110 ℃, wherein this batch reaction mixture becomes clarifying yellow by colourless muddiness.Under 120 ℃, in vacuum, remove solvent then.Reaction product is that viscosity is about 6 * 10
6The luteotestaceous high viscosity oily thing of milli pascal second.
1The H-NMR stave is bright have been formed and has on average had 30 to 35 poly-season polysiloxane corresponding to the repeating unit of following formula.
In a vacuum, in planetary-type mixer, poly-season polysiloxane, 1400 gram viscosity that 35 grams are so made are the α of 80,000 milli pascal seconds, and alpha, omega-dihydroxy polydimethyl siloxane, 600 grams have-OSi (CH
3)
3End group and viscosity are that polydimethylsiloxane, 90 gram ethyl triacetoxysilanes and the 190 gram specific surface areas of 100 milli pascal seconds are the pyrolysis wetting ability silicon-dioxide uniform mixing in addition of 150 meters squared per gram.Add 0.5 gram dibutyltin diacetate then, implemented homogenizing again 5 minutes.
Make 1 described sample from the composition that makes thus, and tested according to DIN ENISO 846 as embodiment.The gained result is as shown in table 1.
For measuring storage stability, in the container of air proof moisture, under 100 ℃ with sample storage 3 days.The equal no change of the curing characteristics of sample and outward appearance, this shows the characteristic that it has outstanding storage stability and prevents flavescence.
Table 1:
Fungi | A | B | C | D | E |
Embodiment 1 | 1 | 0 | 0 | 0 | 2 |
Embodiment 2 | 2 | 1 | 2 | 2 | 4 |
Embodiment 3 | 2 | 00 | 00 | 00 | 1 |
Embodiment 4 | 2 | 1 | 1 | 1 | 2 |
A represents aspergillus niger
B represents xanthocillin
C represents paecilomycerol
D represents the gliocladium germ element
E represents Chaetomium globosum
00 microscopy does not go out grower, does not form the inhibitory area around the sample
0 microscopy does not go out grower
1 visual inspection is less than grower, but can clearly observe at microscopically
2 are observed visually grower, and there is grower in maximum 25% specimen surface
3 are observed visually grower, and there is grower in maximum 50% specimen surface
4 considerable growers, there is grower in the specimen surface above 50%
5 very many growers, whole specimen surface is covered with grower.
Claims (9)
1, is the cross-linkable composition of main component with silicoorganic compound, it is characterized in that, contain silicoorganic compound with quaternary ammonium group.
2, cross-linkable composition according to claim 1 is characterized in that containing:
(A) but have the silicoorganic compound of at least two condensation groups,
(B) have the unitary silicoorganic compound of at least one following formula
-SiR
2 2-R
4-N
+R
3 2-R
4-SiR
2 2-·X
- (II),
Wherein
R
2Can be identical or different, and have the definition of following R,
R
3Can be identical or different, and represent the optional univalence hydrocarbyl that is substituted, or can be the integral part of the alkylidene group of bridging,
X
-Represent the organic or inorganic negatively charged ion,
R
4Representative optional that be substituted, can be by heteroatoms bivalent hydrocarbon radical at interval, and
Choose wantonly
(C) linking agent.
3, cross-linkable composition according to claim 1 and 2 is characterized in that, uses as described silicoorganic compound (A) and contains the unitary compound of following formula
R
a(OR
1)
bY
cSiO
(4-a-b-c)/2 (I),
Wherein
R can be identical or different, and representative optional is substituted, can be by Sauerstoffatom alkyl at interval,
R
1Can be identical or different, and represent hydrogen atom or optional be substituted, can be by Sauerstoffatom univalence hydrocarbyl at interval,
Y can be identical or different, and represent amino, amide group, oximido, aminooxy and the acyloxy of halogen atom, plan halogen, SiN bond,
A is 0,1,2 or 3,
B is 0,1,2 or 3, and
C is 0,1,2 or 3,
Its condition is: a+b+c's and be less than or equal to 4, but and each molecule contain the group (OR of at least two condensations
1).
4, according to the described cross-linkable composition of one of claim 1 to 3, it is characterized in that, use the compound of following formula as described silicoorganic compound (B)
D
1-(R
4SiR
2 2)h
-[(OSiR
2 2)
d-R
4-N
+R
3 2-R
4-SiR
2 2]
n-D
2·nX
- (III),
Wherein
D
1Represent hydrogen atom, hydroxyl or halide based ,-NR
* 2Base or unit price organic group, wherein R
*Can be identical or different, and represent hydrogen atom or the optional univalence hydrocarbyl that is substituted ,-NR
* 2Base also can be ammonium salt, and
D
2Represent Shi-(OSiR
2 2)
g-R
4 k-D
1Group, R wherein
2, R
3, D
1, X
-And R
4Has above-mentioned definition, two group D in the polymer molecule of each formula (III)
1Can be identical or different, and
D is 1 to 200 integer,
H is 0 or 1,
K is 0 or 1,
G is 0 to 1000 number, and
N is 1 to 50 integer.
According to the described cross-linkable composition of one of claim 1 to 4, it is characterized in that 5, the viscosity of described silicoorganic compound (B) under 25 ℃ is 10
4To 10
8The milli pascal second.
6, according to the described cross-linkable composition of one of claim 1 to 5, it is characterized in that, use the compound of following formula as described silicoorganic compound (A)
(OR
1)
3-fR
fSi-(SiR
2-O)
e-SiR
f(OR
1)
3-f (IV),
Wherein
R and R
1Have definition same as described above,
E is 30 to 3000,
F is 1 or 2.
7,, it is characterized in that being grouped into by following one-tenth according to the described cross-linkable composition of one of claim 1 to 6
(A) contain the unitary silicoorganic compound of formula (I),
(B) have the unitary silicoorganic compound of at least one formula (II),
Choose wantonly
(C) linking agent of formula V,
Choose wantonly
(D) catalyzer,
Choose wantonly
(E) softening agent,
Choose wantonly
(F) filler,
Choose wantonly
(G) adhesion promoter, and
Choose wantonly
(H) additive.
8,, it is characterized in that being grouped into by following one-tenth according to the described cross-linkable composition of one of claim 1 to 7
(A) silicoorganic compound of formula (IV),
(B) silicoorganic compound of formula (III),
Choose wantonly
(C) linking agent of formula V,
Choose wantonly
(D) catalyzer,
Choose wantonly
(E) softening agent,
Choose wantonly
(F) filler,
Choose wantonly
(G) adhesion promoter, and
Choose wantonly
(H) additive.
9, formed body, it is by making according to crosslinked the making of the described cross-linkable composition of one of claim 1 to 8.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10360469.3 | 2003-12-22 | ||
DE10360469A DE10360469A1 (en) | 2003-12-22 | 2003-12-22 | Crosslinkable compositions based on organosilicon compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1898332A true CN1898332A (en) | 2007-01-17 |
Family
ID=34673020
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNA2004800384519A Pending CN1898332A (en) | 2003-12-22 | 2004-12-16 | Cross-linkable products based on organosilicon compounds |
Country Status (7)
Country | Link |
---|---|
US (1) | US20070100110A1 (en) |
EP (1) | EP1694773A2 (en) |
JP (1) | JP2007515530A (en) |
KR (1) | KR100753590B1 (en) |
CN (1) | CN1898332A (en) |
DE (1) | DE10360469A1 (en) |
WO (1) | WO2005063872A2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101712802B (en) * | 2008-10-06 | 2013-06-12 | 瓦克化学股份公司 | Crosslinkable materials based on organosilicon compounds |
CN107207905A (en) * | 2015-01-22 | 2017-09-26 | 瓦克化学股份公司 | Cross-linking coating blend based on the Silante terminated polymer of organic oxygen |
CN109699644A (en) * | 2018-12-28 | 2019-05-03 | 东南大学苏州医疗器械研究院 | Non-releasing micro anti-biotic material and its application |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8551620B2 (en) | 2005-06-08 | 2013-10-08 | Ppg Industries Ohio, Inc. | Multi-layer aircraft adhesive |
US7875149B2 (en) * | 2005-06-08 | 2011-01-25 | Ppg Industries Ohio, Inc. | Aircraft adhesive |
JP5276994B2 (en) * | 2006-02-28 | 2013-08-28 | チバ ホールディング インコーポレーテッド | Antibacterial compound |
DE102006026227A1 (en) * | 2006-06-06 | 2007-12-13 | Wacker Chemie Ag | Crosslinkable compositions based on organosilicon compounds |
DE102006036556A1 (en) | 2006-08-04 | 2008-02-07 | Wacker Chemie Ag | Crosslinkable compositions based on organosilicon compounds |
US8742012B2 (en) * | 2010-10-21 | 2014-06-03 | Ppg Industries Ohio, Inc. | Thermosetting film-forming compositions that produce atrane-containing cured coatings |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60237003A (en) | 1984-05-09 | 1985-11-25 | Toshiba Silicone Co Ltd | Method of preventing algae propagation |
US5326841A (en) | 1989-01-25 | 1994-07-05 | Epitope, Inc. | Germicidal barriers |
JP3419242B2 (en) * | 1996-07-18 | 2003-06-23 | 信越化学工業株式会社 | Binder composition and water-based coating agent |
JP3995757B2 (en) * | 1997-04-17 | 2007-10-24 | 株式会社Adeka | Modifier for compound having Si-H bond in molecule, amino-modified silicone and surfactant |
JPH11199777A (en) * | 1998-01-14 | 1999-07-27 | Shin Etsu Chem Co Ltd | Antimicrobial mildewproof organopolysiloxane composition |
EP1309648B1 (en) * | 2000-07-27 | 2006-09-20 | GE Bayer Silicones GmbH & Co. KG | Mono- or poly-quaternary polysiloxanes |
ATE466131T1 (en) * | 2000-11-16 | 2010-05-15 | Procter & Gamble | HYDROPHILIC CROSS-LINKABLE SILICONES |
WO2002068752A2 (en) * | 2001-02-22 | 2002-09-06 | Crompton Corporation | Water repellent textile finishes and method of making |
DE10139963A1 (en) * | 2001-08-14 | 2003-03-06 | Wacker Chemie Gmbh | Organopolysiloxanes containing quaternary ammonium groups and process for their preparation |
-
2003
- 2003-12-22 DE DE10360469A patent/DE10360469A1/en not_active Withdrawn
-
2004
- 2004-12-16 KR KR1020067012343A patent/KR100753590B1/en not_active IP Right Cessation
- 2004-12-16 US US10/596,681 patent/US20070100110A1/en not_active Abandoned
- 2004-12-16 WO PCT/EP2004/014370 patent/WO2005063872A2/en not_active Application Discontinuation
- 2004-12-16 JP JP2006546008A patent/JP2007515530A/en active Pending
- 2004-12-16 CN CNA2004800384519A patent/CN1898332A/en active Pending
- 2004-12-16 EP EP04803981A patent/EP1694773A2/en not_active Withdrawn
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101712802B (en) * | 2008-10-06 | 2013-06-12 | 瓦克化学股份公司 | Crosslinkable materials based on organosilicon compounds |
CN107207905A (en) * | 2015-01-22 | 2017-09-26 | 瓦克化学股份公司 | Cross-linking coating blend based on the Silante terminated polymer of organic oxygen |
CN109699644A (en) * | 2018-12-28 | 2019-05-03 | 东南大学苏州医疗器械研究院 | Non-releasing micro anti-biotic material and its application |
Also Published As
Publication number | Publication date |
---|---|
KR100753590B1 (en) | 2007-08-30 |
JP2007515530A (en) | 2007-06-14 |
US20070100110A1 (en) | 2007-05-03 |
WO2005063872A2 (en) | 2005-07-14 |
EP1694773A2 (en) | 2006-08-30 |
WO2005063872A3 (en) | 2006-02-23 |
DE10360469A1 (en) | 2005-07-14 |
KR20060103928A (en) | 2006-10-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1673279A (en) | Crossed- linking composition with organic silicon compound as main ingredient | |
CN1146582C (en) | Tin catalysts, process for their prodn., their use and cross-linkable mixtures contg. same | |
CN1222564C (en) | Organosiloxane compositions | |
CN1834179A (en) | Primer compositions for heat curing silicone elastomeres | |
CN1125139C (en) | Organic polyorganosiloxane compsn. for making elastomer through removing alcohol and cross linking | |
CN1752146A (en) | Crosslinkable compositions based on organosilicon compounds | |
US20110166283A1 (en) | Organosilicon Compounds and Their Use In Crosslinkable Compositions | |
CN1824690A (en) | Organosilane-modified polysiloxanes and their use for surface modification | |
CN1861688A (en) | Room temperature-curable organopolysiloxane compositions | |
CN1256995A (en) | Parting agent | |
CN1944538A (en) | Silicone composition for release film | |
CN104334644A (en) | Crosslinkable compositions based on organosilicon compounds | |
CN1864792A (en) | Defoaming composition | |
CN1673278A (en) | Crossed- linking composition with organic silicon compound as main ingredient | |
CN1665752A (en) | Article excellent in waterdrop slippage from article surface and process for producing such article | |
CN101027342A (en) | Organopolysiloxanes comprising nitrogen and their use in cross-linkable materials | |
CN1898332A (en) | Cross-linkable products based on organosilicon compounds | |
CN1153803C (en) | Organopolysiloxane materials which can be cross-linked by cleaving alcohols into elastomers | |
CN1220730C (en) | Room temperature curable silicon rubber composition | |
CN1090191C (en) | Novel adhesion additives and curable organosiloxane compositions containing same background of invention | |
CN1382185A (en) | Singe-constituent polyorganosiloxane composition room temperature curable into non-yellowing elastomer in presence of moisture | |
CN1219827C (en) | Polyorganosiloxane composition | |
KR100951130B1 (en) | Cross-linkable masses based on organosilicon compounds | |
CN1183184C (en) | Continuous preparation method for wet solidified organic polyorganosiloxane composition | |
CN1108268A (en) | Process for the preparation of orqanopolysiloxanes containing orqanyloxy qroups |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20070117 |